Tribe

The Shenandoah Strolls

Welcome to The Shenandoah Strolls, where we stroll with a flair for the dramatic! Here, we embark on an ironic quest to rediscover the undisturbed charm of Winchester while sporting our best 19th-century attire and suspiciously modern sneakers. We gather under the old trees that whisper tales of the past, sharing ghost stories from the historic Civil War sites. In between epic battles of who can make the best cherry bounce cocktail, we’ll engage in deep philosophical conversations about whether or not the apple butter festival is society’s peak or merely a local high. Join us for an absurd blend of history and hipster vibes as we celebrate Winchester’s quirks, one leisurely walk at a time. Just remember, no one will yell Yard Sale! but you never know what treasures we might find! 😉

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Bright Box Theater

15 N Loudoun St, Winchester, VA 22601-4715

Eugene Bernard Smith Gallery

Roma Old Town Wood-Fired Pizzeria

21 N Loudoun St, Winchester, VA 22601-4715

Water Street Kitchen

2 S Loudoun St, Winchester, VA 22601-4720

Antica Trattoria

25 S Indian Aly, Winchester, VA 22601-4711

Awabi

111 S Loudoun St, Winchester, VA 22601-4721